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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 132580Generated: October 31, 2026

1,3-Dihydro-1-(4-piperidinyl)-2H-benzimidazol-2-one → HCID 69198199, compound

https://huagongshe.com/reaction/132580

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,3-Dihydro-1-(4-piperidinyl)-2H-benzimidazol-2-oneHCID 88638—
Reactant2-[(2-nitrophenoxy)methyl]oxiraneHCID 219922—
ReactantAmmonium formateHCID 2723923—
CatalystPalladiumHCID 23938—
SolventEthanolHCID 702—
ProductHCID 69198199HCID 69198199—

Reaction Steps

A solution of 1-(4-piperidinyl)-1,3-dihydro-2H-benzimidazol-2-one (0.434 g, 2.0 mmol), 2-[(2-nitrophenoxy)methyl]oxirane (0.390 g g, 2.0 mmol) in EtOH (95%, 3 ml, was stirred for 2 hours at 78° C. The reaction mixture was cooled and Pd—C (5%, 0.20 g) was added. Then ammonium formiate (1.26 g, 20 mmol) was added in portions during 5 min. After 90 min the reaction mixture was filtered through Celite, concentrated, partioned between dichloromethane and ammonium hydoxide (25%) and purified on silica (dichloromethane-methanol, 12:1, containing 1% of NH4OH (25%)) to give the subtitle compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07388020B2
Source datasetuspto-grants-2008_06
ORD IDord-33f5da474b544f13a48052d65c1ee393
Source noteuspto-grants-2008_06